Synthesis of Water-Based Alkyd Resins

Authors

1 Plastic Processing & Engineering Department, Iran Polymer & Petrochemical Institute

2 Kimia Qom Co.

Abstract

The paper reports on the synthesis of water-based alkyd resins and preparation of corresponding water-based paints. Several routes were adapted in the synthesis of alkyd resins. In the first route, non-modified alkyd resins were synthesized at first and then a mixture of the vinyl monomers was grafted on the fatty acid moiety of the alkyd resin via peroxide initiated polyaddition polymerization. In the second route, the vinyl monomers were grafted on fatty acid via peroxide initiated polyaddition polymerization and in the next step the grafted fatty acid was incorporated in the alkyd resin structure through polycondensation polymerization. In the third route, two different methods were adapted. In the first method, the grafted alkyd resins obtained from the first and second routes were reacted with a polyethylene glycol resin (PEG). In the second method, a non-grafted alkyd resin was reacted with PEG and then a mixture of monomers was grafted on fatty acid moiety of the prepared alkyd. Drying time of the films of the prepared resins and paints is similar to that of the solvent-based alkyd resins. The aqueous dispersions of these resins suspend high enough finely-divided titanium dioxide pigment. The gloss of the dried paint film is also high enough. Use of maleic anhydride as dispersing agent is the novelty of this work which is reported for the first time.

Keywords

References

  1. A. A. Yousefi, Water emulsifiable and dispersible air-drying alkyd resins. MSc. Thesis, Dept. of Chem., The University for Teachers’ Education, Tehran 1990 (in Persian).
  2. V. Vadapalli, Simplified method for predicting residual solvent coating in polymer coating. MSc. Thesis, Dept. of Chem.Eng., DrexelUniversity, The Netherland, 2002.
  3. M. A. Mazandarani. Paint and Resin Technology. Pishro Publishing Co., Tehran (in Persian), 1990.
  4. A. Moemen Heravi, A. Azimi Nanvaiei, Paint Experimental Chemistry. Amirkabir Publishing Co., Tehran (in Persian), 1989.
  5. E. Bat, Synthesis and characterization of hyperbranched and air drying fatty acid based resins. MSc. Thesis, Dept. of Chem.Eng., The Middle East Technical University, Turkey, 2005.
  6. E. Zagar, M. Huskic, M. Zigon, Structure-to-properties relationship of aliphatic hyperbranched polyesters. Macromol. Chem. Phys. 208(2007), 1379–1387.
  7. F. Micciche, The combination of ascorbic acid derivatives/iron salts as catalysy for the oxidative drying of alkyd based paints: A biomimetric approach. Ph.D Dissertation, Technische Universiteit Eindhoven, The Netherlands, 2005.
  8. S. J. F. Erich, NMR imaging of curing processes in alkyd coatings. Ph.D Dissertation, Eindhoven, EindhovenUniversity of Technology, 2006.
  9. Z. O. Oyman, Towards environmentally friendly catalysts for alkyd coating. Ph.D Dissertation, Technische Universiteit Eindhoven, The Netherlands, 2005.
  10. F. Micciche, E. Oostveen, J. van Haveren, R. van der Linde, The combination of reducing agents/iron as environmentally friendlier alternatives for Co-based driers in the drying of alkyd paints. Prog. Org. Coat. 53(2005), 99–105.
  11. L. Shtykova, D. Ostrovskii, P. Jacobsson, M. Nyden, Interaction between medetomidine and alkyd resins: NMR and FTIR investigation of antifouling marine paint model systems. J. Appl. Polym. Sci. 99(2006), 2797–2809.
  12. B-H. Tan, Linoleic acid functionalized amphiphilic block copolymers application in water born coating. Ph.D Dissertation, The University of Twente, 2007.
  13.  
  14. S. Enomoto, H. Takita, S. Nishida, H. Wada, Y. Mukaida, M. Yanaka, Study of reactive diluent for air-dried alkyd paint. J. Appl. Polym. Sci. 22(1978), 253-265.
  15. F. Fragata, D. Fuente, E. Almeida, D. Santos, M. Morcillo, Solventborne paint systems on carbon steel and hot-deep galvanized steel for a wide range of atmospheric exposure. J. Coat. Tech. Res. 4(2007), 75-87.
  16. J. van Haveren, E. A. Oostveen, F. Micciche, B. A. J. Noordover, C. E. Koning, R. A. T. M. van Benthem, A. E. Frissen, J.G. J. Weijnen, Resins and additives for powder coatings and alkyd paints, based on renewable resources. J. Coat. Tech. Res. 4(2007), 177-186.
  17. F. Busato, Powder and waterborne coating 2000-2010-Is past growth sustainable? New technological development and impact on future market, a world overview. Macromol. Symp. 187(2002), 17–21.
  18. B. M. Badran, H. A. Mohammed, H. T. Aglan, Effect of different polymers on the efficiency of waterborne methyl amine adduct as corrosion inhibitor for surface coatings. J. Appl. Polym. Sci. 85(2002), 879-885.
  19. S. A. Osemeahon, J. T. Barminas, Study of some physical properties of urea formaldehyde and urea proparaldehyde copolymer composite for emulsion paint formulation. Int. J. Physical Sci. 2(2007), 169-177.
  20. T. C. Patton, Alkyd Resin Technology. Interscience publisher, New York, 1962.
  21. C. R. Martens, Alkyd Resins. Reinhold Publishing Co., New York, 1982.
  22. Z. Verwater-Lukszo, Practical approach to recipe improvement and optimization in the batch processing industry. Comput. Ind. 36(1998), 279–300.
  23. J. D. J. van den Berg, Analytical chemical studies on traditional linseed oil paints. Ph.D Dissertation, Universiteit van Amsterdam, 2002.
  24. F. S. Guner, Y. Yagcı, A. Tuncer Erciyes, Polymers from triglyceride oils. Prog. Polym. Sci. 31(2006), 633–670.
  25. R. S. Robinson, Emulsion copolymerization of styrene with bodied oil or bodied oil modified alkyd. U. S. Patent 2,586,092, (1952).
  26. R. P. Arndt, Water dispersible alkyd type resins. U. S. Patent 2,635,245, (1953).
  27. M. H. Verma, Water based alkyd resin primer. U. S. Patent 4,116,904, (1978).
  28. L. I. Miller, Water based alkyd resin coating composition containing a polyisocyanate crosslinking agent. U. S. Patent 4,321,169, (1982).
  29. K. S. Arora, Water-dispersible air-drying coating. U. S. Patent 5,039,732, (1991)
  30. B. Zueckett Eur. Pat. Appl. 305,795; Eur. Pat. Appl. 267,562; Eur. Pat. Appl. 305,705; Eur. Pat. Appl. 29,145; Ger. Offen. 2,455,896; Ger. Offen. 2,554,330; AT Patent 369,774.
  31. G. Ostgerg, B. Bergenstahl, M. Hulden, Mechanical stability of alkyd emulsions - part 1: Influence of emulsion droplet size and the emulsifier. J. Coat. Tech. 66(832)(1994), 37-46.
  32. G. Ostgerg, B. Bergenstahl, Mechanical stability of alkyd emulsions - part 2: Influence of alkyd properties. J. Coat. Tech. 66(838)(1994), 37-61.
  33. A. Hofland, ECO at all costs? An ecological balance of some water-based paints. J. Coat. Tech. Sep. 1995.
  34. G. Ostgerg, B. Bergenstahl, Emulsification of alkyds for industrial coatings. J. Coat. Tech. 68(858)(1996), 39-45.
  35. J. E. Glass, Technology for waterborne coating. American Chemical Society, WashingtonDC, 1997.
  36. P. K. Weissenborn, A. Motiejauskaite, Drying of alkyd emulsion paints. J. Coat. Tech. 72(2000), 65-74.
  37. Ch. Wang, F. N. Jones, Stability and film properties of tung oil modified soybean alkyd emulsion. J. Appl. Polym. Sci. 78(2000), 1698-1706.
  38. J. W. Gooch, Emulsification and polymerization of alkyd resins. Kluwer Academic/Plenum Publishers, New York, 2002.
  39. A. Bouvy, B. S. A. Behuvyne, Alkyd resin emulsion. U. S. Patent 6780910 B2, (2004).
  40. I. Mironi-Harpaz, M. Narkis, A. Siegmann, Curing of styrene-free unsaturated polyester alkyd and development of novel related clay nanocomposites. Macromol. Symp. 242(2006), 201–207.
  41. N. Jiratumnukul, S. Pruthipaotoon, T. Pitsaroup, Nanocomposite alkyd coatings. J. Appl. Polym. Sci. 102 (2006), 2639-2642.
  42. S-N Gan, B-Y Tan, FTIR Studies of the curing reactions of palm oil alkyd–melamine enamels. J. Appl. Polym. Sci. 80(2001), 2309–2315.
  43. R. Z. Radicevic, J. K. Budinski-Simendic, The effects of alkyd/melamine resin ration and curing temperature on the properties of the coating. J. Serb. Chem. Soc. 70(2005), 593-599.
  44. A. C. Backman, K. A. H. Lindberg, Interaction between wood and polyurethane-alkyd lacquer resulting in a decrease in the glass transition temperature. J. Appl. Polym. Sci. 85(2002), 595–605.
  45. N. Dutta, N. Karak, S. K. Dolui, Alkyd-epoxy blends as multipurpose coatings. J. Appl. Polym. Sci. 100(2006), 516-521.
  46. X. Q. Wu, F. J. Schork, J. W. Gooch, Hybrid miniemulsion polymerization of acrylic/alkyd systems and characterization of the resulting polymers. J. Polym. Sci.: Part A: Polym. Chem. 37(1999), 4159–4168.
  47. O. Saravari, P. Phapant, V. Pimpan, Synthesis of water-reducible acrylic–alkyd resins based on modified palm oil. J. Appl. Polym. Sci. 96(2005), 1170–1175.
  48. E. M. S. van Hamersveld, J. J. G. S. Van Es, A. L. German, F. P. Cuperus, P. Weissenborn, A.-C. Hellgren, Oil-acrylic hybrid latexes as binder for waterborne coatings. Prog. Organic Coat. 35(1999), 235-246.
  49. J. F. McKenna, Water dispersible interpolymers. U. S. Patent 2,941,968 (1960).
  50. D. E. Lietz, L. F. Kinney, Alkyd-supported emulsion interpolymers and methods for preparation. U. S. Patent 4,116,903 (1978).
  51. O. Hummel, F. Scholl, Atlas of polymer and plastics analysis. Carl-Hanser Publisher, Deerfield Beach, Florida, 1983.
  52. R. T. Morrison, R. N. Boyd, Organic Chemistry. Allyn and Bacon Inc., Boston, 4th Edition, 1988.
  53. A. Spyros, Characterization of unsaturated polyester and alkyd resins using one- and two-dimensional NMR spectroscopy. J. Appl. Polym. Sci. 88(2003), 1881–1888.
  54. F. E. Okieimen, A. I. Aigbodion, Estimation of dilute solution viscosity parameters of rubber seed oil alkyds. J. Appl. Polym. Sci. 67(1998), 1987-1992.
  55. E. U. Ikhuoria, A. I. Aigbodion, Determination of solution viscosity characteristics of rubber seed oil based alkyd resins. J. Appl. Polym. Sci. 101(2006), 3073-3075.
Journal of Color Science and Technology
Volume 1, Issue 1
October 2007
Pages 25-40

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